Agent for coloring keratin containing fibers

ABSTRACT

A coloring composition and a method of coloring keratin-containing fibers are provided. The coloring composition contains a mixture of and/or a reaction product of at least one aromatic aldehyde or ketone and at least one CH-active compound. In the method of the present invention, the aromatic aldehyde or ketone and the CH-active compound may be applied to keratin-containing fibers simultaneously or successively.

CROSS REFERENCE TO RELATED APPLICATIONS

This application is a national stage application under 35 U.S.C. §371 ofinternational application PCT/EP00/10125 filed on Oct. 14, 2000, theinternational application not being published in English. Thisapplication also claims priority under 35 U.S.C. §119 to DE 199 51 134.9filed on Oct. 23, 1999.

BACKGROUND OF THE INVENTION

This invention relates to a composition for coloring keratin-containingfibers, more particularly human hair, which contains a combination ofaromatic aldehydes or ketones and CH-active compounds, to the use ofthis combination as a coloring component in hair colorants and to aprocess for coloring keratin-containing fibers, more particularly humanhair.

In general, keratin-containing fibers, for example hair, wool or pelts,are dyed either with substantive dyes or with oxidation dyes which areformed by oxidative coupling of one or more primary intermediates withone another or with one or more secondary intermediates. Primary andsecondary intermediates are also known as oxidation dye precursors.

The primary intermediates normally used are primary aromatic aminescontaining another free or substituted hydroxy or amino group in thepara or ortho position, diaminopyridine derivatives, heterocyclichydrazones, 4-aminopyrazolone derivatives and2,4,5,6-tetraamino-pyrimidine and derivatives thereof.

Special representatives are, for example, p-phenylenediamine,p-toluylenediamine, 2,4,5,6-tetraaminopyrimidine, p-aminophenol,N,N-bis-(2-hydroxyethyl)-p-phenylenediamine,2-(2,5-diaminophenyl)-ethanol, 2-(2,5-diaminophenoxy)ethanol,1-phenyl-3-carboxyamido-4-amino-5-pyrazolone, 4-amino-3-methylphenol,2-aminomethyl-4-aminophenol, 2-hydroxymethyl-4-aminophenol,2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidineand 2,5,6-triamino-4-hydroxypyrimidine.

The secondary intermediates used are generally m-phenylene-diaminederivatives, naphthols, resorcinol and resorcinol derivatives,pyrazolones, m-aminophenols and substituted pyridine derivatives.Particularly suitable secondary intermediates are α-naphthol, 1,5-, 2,7-and 1,7-dihydroxynaphthalene, 5amino-2-methylphenol, m-aminophenol,resorcinol, resorcinol monomethyl ether, m-phenylenediamine,2,4-diaminophenoxyethanol, 2-amino-4-(2-hydroxyethylamino)-anisole(Lehmann's blue), 1-phenyl-3-methyl-5-pyrazolone,2,4-dichloro-3-amino-phenol, 1,3-bis-(2,4-diaminophenoxy)-propane,2-chlororesorcinol, 4-chlororesorcinol, 2-chloro-6-methyl-3-aminophenol,2-methyl resorcinol, 5-methyl resorcinol,3-amino-6methoxy-2-methylaminopyridine and3,5-diamino-2,6-dimethoxypyridine.

With regard to other typical dye components, reference is specificallymade to the series entitled “Dermatology” (Editors: Ch. Culnan and H.Maibach), Marcel Dekker Inc., New York/Basel, 1986, Vol. 7, Ch. Zvlak,The Science of Hair Care, Chapter 7 (pages 248-250; Substantive Dyes)and Chapter 8 (pages 264-267; Oxidation Dyes) and to the “EuropäischeInventar der Kosmetik-Rohstoffe” published by the European Commissionand available on floppy disk from the Bundesver-band DeutscherIndustrie- und Handelsunternehmen für Arzneimittel, Reformwaren undKörperpflegemittel e.V., Mannheim, Germany.

Although intensive colors with good fastness properties can be obtainedwith oxidation dyes, the color is generally developed under theinfluence of oxidizing agents, such as H₂O₂ for example, which in somecases can result in damage to the fibers. In addition, some oxidationdye precursors or certain mixtures of oxidation dye precursors canoccasionally have a sensitizing effect in people with sensitive skin.Although substantive dyes are applied under more moderate conditions,their disadvantage is that, in many cases, the colors obtained oftenhave inadequate fastness properties.

The use of the combination of aromatic aldehydes or ketones andCH-active compounds described hereinafter for coloringkeratin-containing fibers has not hitherto been known.

The problem addressed by the present invention was to provide colorantsfor keratin fibers, more especially human hair, which would be at leastequivalent in quality to conventional oxidation hair dyes in regard todepth of color, grey coverage and fastness properties, but which wouldnot necessarily have to contain oxidizing agents, such as H₂O₂ forexample. In addition, the colorants according to the invention wouldhave very little, if any, sensitizing potential.

It has surprisingly been found that the combination of the aromaticaldehydes or ketones represented in formula I and CH-active compoundscorresponding to formulae II and/or III is eminently suitable forcoloring keratin-containing fibers, even in the absence of oxidizingagents. They give colors with excellent brilliance and depth of colorand lead to a wide variety of shades. In principle, however, oxidizingagents may be present.

SUMMARY OF THE INVENTION

The present invention relates to a composition for coloringkeratin-containing fibers, more particularly human hair, containing acombination of aromatic aldehydes or ketones corresponding to formula I:

in which

R¹ is a hydrogen atom, a C₁₋₄ alkyl or an aryl group,

R², R³ and R⁴ independently of one another represent a hydrogen atom, aC₁₋₄ alkyl group, a halogen atom, a hydroxy, C₁₋₄ alkoxy or nitro groupor two of these groups together may form a fused aromatic ring,

R⁵ represents a hydrogen atom, a C₁₋₄ alkyl, C₂₋₄ hydroxyalkyl, C₁₋₄alkenyl or aryl group or, together with R², R³ or R⁴, forms a fusedfive- to seven-membered heterocyclic ring or, together with the oxygenatom, forms an olate group of which the negative charge is compensatedby an alkali metal or ammonium ion,

n=0, 1 or 2,

and CH-active compounds corresponding to formulae II and/or III:

 in which

R⁶ is a C₁₋₁₀ alkyl, C₂₋₄ alkenyl, C₂₋₄ hydroxyalkyl, C₂₋₄ carboxyalkyl,C₂₋₄ sulfoalkyl or aralkyl group,

R⁷ and R₈ independently of one another represent a hydrogen atom, a C₁₋₄alkyl group, a halogen atom, a hydroxy, C₁₋₄ alkoxy or nitro group ortogether form a fused aromatic ring,

R⁹ represents a hydrogen atom, a C₁₋₄ alkyl or an aryl group,

X is an oxygen or sulfur atom, the group —CH═CH— or >N—R¹², where R¹² isa C₁₋₄ alkyl, C₂₋₄ carboxyalkyl, C₂₋₄ sulfoalkyl, C₂₋₄ sulfoxyalkyl,C₂₋₄ hydroxyalkyl or aralkyl group, and

Y⁻ is an anion selected from halide, C₁₋₄ alkyl sulfate, C₁₋₄ alkanesulfonate, arene sulfonate, C₁₋₄ perfluoroalkanesulfonate,tetrafluoroborate, perhalogenate, sulfate, hydrogen sulfate orcarboxylate,

 in which

R¹⁰ is a C₁₋₄ acyl group, aroyl, C₁₋₄ alkylsulfonyl, C₁₋₄ alkylsulfinyl,C₁₋₄ alkylamino, di-C₁₋₄-alkylamino, vinylcarbonyl, methineimino,nitrile, ester or carboxylic acid amide group which may optionally besubstituted by C₁₋₄ alkyl, C₂₋₄ hydroxyalkyl or aryl groups and

R¹¹ is a C₁₋₄ acyl, C₁₋₄ alkoxy, C₁₋₄ alkylamino, C₁₋₄ acylamino ordi-C₁₋₄-alkylamino group,

the substituents R¹⁰ and R¹¹ together with the rest of the moleculeforming a 5-, 6- or 7-membered heterocycle from the series ofthiazolidine-2,5-diones, thiazolidine-2-thione-5-ones,perhydropyrimidine-2,4,6-triones,perhydropyrimidine-2-thione-4,6-diones, cyclopentane-1,3-diones,cyclo-hexane-1,3-diones, indane-1,3-diones, 2-pyrazoline-5-ones,1,2-dihydro6-hydroxy-2-hydroxypyridines, benzothiazine-3-ones or enolesters thereof, and

Z represents oxygen, sulfur or the dicyanomethylene group,

and/or reaction products of the compounds corresponding to formulae Iand II and/or III.

DETAILED DESCRIPTION OF THE INVENTION

In the context of the invention, keratin-containing fibers areunderstood to include wool, pelts, feathers and, in particular, humanhair. In principle, however, the colorants according to the inventionmay also be used to color other natural fibers such as, for example,cotton, jute, sisal, linen or silk, modified natural fibers such as, forexample, regenerated cellulose, nitro, alkyl or hydroxyalkyl or acetylcellulose and synthetic fibers such as, for example, polyamide,polyacrylonitrile, polyurethane and polyester fibers.

Preferred compounds corresponding to formula I are, for example,salicylaldehyde, 3-hydroxybenzaldehyde, 4-hydroxybenzaldehyde,o-anis-aldehyde, m-anisaldehyde, p-anisaldehyde,4-hydroxy-3-methyl-benzaldehyde, 2-hydroxy-3-methylbenzaldehyde,2-hydroxy-5-methyl-benzaldehyde, 2-hydroxy-4-methylbenzaldehyde,2,3-dihydroxybenzaldehyde, 2,5-dihydroxybenzaldehyde,3,4-dihydroxybenzaldehyde, 2,4-dihydroxybenzaldehyde,3,5-dihydroxybenzaldehyde, 2,3-dihydrobenzo[b]furan-5-carboxaldehyde,piperonal, 4-ethoxybenzaldehyde, 3,5-dimethyl-4-hydroxybenzaldehyde,vanillin, isovanillin, 2,3,4-trihydroxybenzaldehyde,2,4,5-trihydroxybenzaldehyde, 2,4,6-trihydroxybenzaldehyde,3,4,5-trihydroxybenzaldehyde, 3-chloro4-hydroxybenzaldehyde,2,4-dimethoxybenzaldehyde, 2,5-dimethoxybenzaldehyde,2,6-dimethoxybenzaldehyde, 3,4-dimethoxybenzaldehyde,3,4-dihydroxy-5-methoxybenzaldehyde, 2-hydroxy-1-naphthaldehyde,4-hydroxy-1-naphthaldehyde, 1-hydroxy-2-naphthaldehyde,2-methoxy-1-naphthaldehyde, 4-methoxy-1-naphthaldehyde,2-hydroxyacetophenone, 4-hydroxyacetophenone, 2,4-dihydroxyacetophenone,2-hydroxycinnamaldehyde, 4-hydroxycinnamaldehyde,2,4-dihydroxycinnamaldehyde, 4-hydroxybenzylidene acetone,4-hydroxy-3-methoxybenzylidene acetone,4-hydroxy-3-methoxycinnamaldehyde (coniferyl aldehyde),3,5-dimethoxy4-hydroxycinnamaldehyde, 4-hydroxycinnamylideneacetaldehyde, 4-methoxycinnamylidene acetaldehyde and mixtures thereof.

Examples of preferred compounds corresponding to formula II are1,4-dimethylquinolinium, 1,2-dimethylquinolinium,1,4-dimethylpyridinium, 1,2-dimethylpyridinium, 2,4,6-trimethylpyrilium,2-methyl-1-ethylqinolinium, 2,3-dimethylisoquinolinium,1,2,3,3-tetramethyl-3H-indolinium, 2,3-dimethylbenzothiazolium,2,3-dimethyl-6-nitrobenzothiazolium, 3-benzyl-2-benzothiazolium,2-methyl-3-propyl benzothiazolium, 2,4-dimethyl-3-ethylthiazolium,3-(2-carboxyethyl)-2,5-dimethylbenzothiazolium,1,2,3-trimethylbenzimidazolium, 5,6-dichloro-1,3-diethyl-2-methylbenzimidazolium, 3-ethyl-2-methylbenzothiazolium,3-ethyl-2-methyl-naphtho[1,2-d]thiazolium,5-chloro-3-ethyl-2-methylbenzothiazolium, 3-ethyl-2-methyl benzoxazoliumsalts which may be present, for example, as chlorides, bromides,iodides, methanesulfonates, benzenesulfonates, p-toluenesulfonates,trifluoromethane sulfonates, methyl sulfates, tetrafluoroborates and2-methyl-3-(3-sulfopropyl)-benzothiazolium hydroxide, inner salt,4-methyl-1-(3-sulfopropyl)-pyridinium hydroxide, inner salt,4-methyl-1-(3-sulfopropyl)-quinolinium hydroxide, inner salt,5-methoxy-2-methyl-3-(3-sulfopropyl)benzothiazolium hydroxide, innersalt, and mixtures of the above.

Examples of compounds corresponding to formula III are rhodanine,rhodanine-3-acetic acid, barbituric acid, thiobarbituric acid,1,3-dimethyl and 1,3-diethyl thiobarbituric acid, oxindole, 3-indoxylacetate, coumaranone, 1-methyl-3-phenylpyrazolinone, indan-1,3-dione,cyclopentane-1,3-dione,1,2-dihydro-1-ethyl-6-hydroxy-4-methyl-2-oxo-3-pyridinecarbonitrile,1-dicyanomethyleneindane, 1-dicyanomethylene-indane-3-one and mixturesof the above.

Examples of reaction products of the compounds corresponding to formulaeI and II and/or III are4-[(1-methyl-4(1H)-pyridinylidene)-ethylidene]-2,5-cyclohexadiene-1-one,4-(4-hydroxystyryl)-1-pyridinium-3-propyl sulfonate,2-(4-hydroxystyryl)-1-methylpyridinium iodide,4-(4-methoxystyryl)-1-methylpyridinium iodide,2-(4-methoxystyryl)-1-methyl-pyridinium iodide,1-ethyl-2-(4-hydroxystyryl)-pyridinium iodide,1-methyl-4-(3,4-methylenedioxystyryl)-pyridinium iodide,2-(4-ethoxystyryl)-1-methyl-pyridinium iodide,1-ethyl-2-(4-methoxystyryl)-pyridinium iodide,1-methyl-2-(4-hydroxy-3-methoxystyryl)-pyridinium iodide,1-ethyl-2-(3,4-methylene-dioxystyryl)-pyridinium iodide,1-ethyl-4-(3,4-methylenedioxystyryl)-quinolinium iodide,4-(3,4-dimethylstyryl)-1-methylquinolinium iodide,1-ethyl-4-(4-hydroxystyryl)-quinolinium iodide,1-ethyl-2-(4-hydroxystyryl)-quinolinium iodide and mixtures of theabove.

These compounds are largely known from the literature or arecommercially obtainable or may be obtained by known syntheses.

The above-mentioned compounds corresponding to formula I, formula II andformula III are used in the compositions according to the invention inquantities of preferably 0.03 to 65 mmol and more preferably 1 to 40mmol, based on 100 g of the colorant as a whole. In a particularlypreferred embodiment of the invention, the compound of formula I on theone hand and the CH-active compounds of formula II and/or III on theother hand may be used in a molar quantity ratio of 2:1 to 1:2 and moreparticularly in substantially equimolar quantities

They may be used as substantive colorants or in the presence of typicaloxidation dye precursors.

Colorants which contain the combination according to the invention assole coloring component are preferably used for colors in the yellow,orange, red and violet range.

In order to obtain further and more intensive colors, the colorantsaccording to the invention may additionally contain color intensifiers.The color intensifiers are preferably selected from the group consistingof piperidine, piperidine-2-carboxylic acid, piperidine-3-carboxylicacid, piperidine-4-carboxylic acid, pyridine, 2-hydroxypyridine,3-hydroxypyridine, 4-hydroxypyridine, imidazole, 1-methyl imidazole,histidine, pyrrolidine, proline, pyrrolidone, pyrrolidone-5-carboxylicacid, pyrazole, 1,2,4-triazole, piperazidine, derivatives andphysiologically compatible salts thereof.

The color intensifiers mentioned above may be used in a quantity of 0.03to 65 and more particularly 1 to 40 mmol, based on 100 g of the colorantas a whole.

Various combinations of the compounds corresponding to formula I, IIand/or III may also be used together in all colorants. Similarly,various color intensifiers may also be used together.

Oxidizing agents, for example H₂O₂, need not present. However, it may bedesirable in some cases to add hydrogen peroxide or other oxidizingagents to the compositions according to the invention to obtain shadeswhich are lighter than the keratin-containing fibers to be colored.Oxidizing agents are generally used in a quantity of 0.01 to 6% byweight, based on the solution applied. A preferred oxidizing agent forhuman hair is H₂O₂.

In one preferred embodiment, the colorants according to the inventioncontain typical substantive dyes, for example from the group ofnitrophenylenediamines, nitroaminophenols, anthraquinones orindophenols, in addition to the compounds present in accordance with theinvention in order further to modify the color tones. Examples ofsuitable substantive dyes are the compounds known under theInternational names or commercial names of HC Yellow 2, HC Yellow 4, HCYellow 6, Basic Yellow 57, Disperse Orange 3, HC Red 3, HC Red BN, BasicRed 76, HC Blue 2, Disperse Blue 3, Basic Blue 99, HC Violet 1, DisperseViolet 1, Disperse Violet 4, Disperse Black 9, Basic Brown 16 and BasicBrown 17 and also picramic acid, 2-amino-6-chloro-4-nitrophenol,4-amino-2-nitrodiphenylamine-2′-carboxylic acid,6-nitro-1,2,3,4-tetrahydroquinoxaline,4-N-ethyl-1,4-bis-(2′-hydroxyethylamino)-2-nitrobenzene hydrochlorideand 1-methyl-3-nitro-4-(2′-hydroxyethyl)-aminobenzene. The compositionsaccording to the invention in this embodiment contain the substantivedyes in a quantity of, preferably, 0.01 to 20% by weight, based on thecolorant as a whole.

In addition, the compositions according to the invention may alsocontain naturally occurring dyes such as, for example, henna red, hennaneutral, henna black, camomile blossom, sandalwood, black tea, blackalder bark, sage, logwood, madder root, catechu, sedre and alkanet.

Compounds I, II and III present in accordance with the invention or thecolor intensifiers and substantive dyes optionally present do not haveto be single compounds. Instead, the hair colorants according to theinvention—due to the processes used for producing the individualdyes—may contain small quantities of other components providing they donot adversely affect the coloring result or have to be ruled out forother reasons, for example toxicological reasons.

The colorants according to the invention produce intensive colors evenat physiologically compatible temperatures of <45° C. Accordingly, theyare particularly suitable for coloring human hair. For application tohuman hair, the colorants are normally incorporated in awater-containing cosmetic carrier. Suitable water-containing cosmeticcarriers are, for example, creams, emulsions, gels or evensurfactant-containing foaming solutions, for example shampoos or otherformulations suitable for application to the keratin-containing fibers.If necessary, the colorants may even be incorporated in water-freecarriers.

The colorants according to the invention may also contain any of theknown active substances, additives and auxiliaries typical of suchformulations. In many cases, the colorants contain at least onesurfactant, both anionic and zwitterionic, ampholytic, nonionic andcationic surfactants being suitable in principle. In many cases,however, it has been found to be of advantage to select the surfactantsfrom anionic, zwitterionic or nonionic surfactants.

Suitable anionic surfactants for the compositions according to theinvention are any anionic surface-active substances suitable for use onthe human body. Such substances are characterized by awater-solubilizing anionic group such as, for example, a carboxylate,sulfate, sulfonate or phosphate group and a lipophilic alkyl groupcontaining around 10 to 22 carbon atoms. In addition, glycol orpolyglycol ether groups, ester, ether, amide groups and hydroxyl groupsmay also be present in the molecule. The following are examples ofsuitable anionic surfactants—in the form of the sodium, potassium andammonium salts and the mono-, di- and trialkanolammonium saltscontaining 2 or 3 carbon atoms in the alkanol group:

linear fatty acids containing 10 to 22 carbon atoms (soaps),

ether carboxylic acids corresponding to the formulaR—O—(CH₂—CH₂O)_(x)—CH₂—COOH, in which R is a linear alkyl groupcontaining 10 to 22 carbon atoms and x=0 or 1 to 16,

acyl sarcosides containing 10 to 18 carbon atoms in the acyl group,

acyl taurides containing 10 to 18 carbon atoms in the acyl group,

acyl isethionates containing 10 to 18 carbon atoms in the acyl group,

sulfosuccinic acid mono- and dialkyl esters containing 8 to 18 carbonatoms in the alkyl group and sulfosuccinic acid monoalkyl polyoxyethylesters containing 8 to 18 carbon atoms in the alkyl group and 1 to 6oxyethyl groups,

linear alkane sulfonates containing 12 to 18 carbon atoms,

linear α-olefin sulfonates containing 12 to 18 carbon atoms,

α-sulfofatty acid methyl esters of fatty acids containing 12 to 18carbon atoms,

alkyl sulfates and alkyl polyglycol ether sulfates corresponding to theformula R—O(CH₂—CH₂O)_(x)—SO₃H, in which R is a preferably linear alkylgroup containing 10 to 18 carbon atoms and x=0 or 1 to 12,

mixtures of surface-active hydroxysulfonates according to DE-A-37 25030,

sulfated hydroxyalkyl polyethylene and/or hydroxyalkylene propyleneglycol ethers according to DE-A-37 23 354,

sulfonates of unsaturated fatty acids containing 12 to 24 carbon atomsand 1 to 6 double bonds according to DE-A-39 26 344,

esters of tartaric acid and citric acid with alcohols in the form ofaddition products of around 2 to 15 molecules of ethylene oxide and/orpropylene oxide with fatty alcohols containing 8 to 22 carbon atoms.

Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ethersulfates and ether carboxylic acids containing 10 to 18 carbon atoms inthe alkyl group and up to 12 glycol ether groups in the molecule and, inparticular, salts of saturated and, more particularly, unsaturated C₈₋₂₂carboxylic acids, such as oleic acid, stearic acid, isostearic acid andpalmitic acid.

In the context of the invention, zwitterionic surfactants aresurface-active compounds which contain at least one quaternary ammoniumgroup and at least one —COO⁽⁻⁾ or —SO₃ ⁽⁻⁾ group in the molecule.Particularly suitable zwitterionic surfactants are the so-calledbetaines, such as N-alkyl-N,N-dimethyl ammonium glycinates, for examplecoconutalkyl dimethyl ammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, for example coconutacylaminopropyl dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazolines containing 8 to 18 carbon atoms in the alkyl or acyl groupand coconutacylaminoethyl hydroxyethyl carboxymethyl glycinate. Apreferred zwitterionic surfactant is the fatty acid amide derivativeknown by the CTFA name of Cocamidopropyl Betaine.

Ampholytic surfactants are surface-active compounds which, in additionto a C₈₋₁₈ alkyl or acyl group, contain at least one free amino groupand at least one —COOH or —SO₃H group in the molecule and which arecapable of forming inner salts. Examples of suitable ampholyticsurfactants are N-alkyl glycines, N-alkyl propionic acids, N-alkylaminobutyric acids, N-alkyl iminodipropionic acids,N-hydroxyethyl-N-alkyl amidopropyl glycines, N-alkyl taurines, N-alkylsarcosines, 2-alkyl aminopropionic acids and alkyl aminoacetic acidscontaining around 8 to 18 carbon atoms in the alkyl group. Particularlypreferred ampholytic surfactants are N-coconutalkyl aminopropionate,coconutacyl aminoethyl aminopropionate and C₁₂₋₁₈ acyl sarcosine.

Nonionic surfactants contain, for example, a polyol group, apolyalkylene glycol ether group or a combination of polyol andpolyglycol ether groups as the hydrophilic group. Examples of suchcompounds are

products of the addition of 2 to 30 moles of ethylene oxide and/or 0 to5 moles of propylene oxide onto linear fatty alcohols containing 8 to 22carbon atoms, onto fatty acids containing 12 to 22 carbon atoms and ontoalkylphenols containing 8 to 15 carbon atoms in the alkyl group,

C₁₂₋₂₂ fatty acid monoesters and diesters of products of the addition of1 to 30 moles of ethylene oxide onto glycerol,

C₈₋₂₂ alkyl mono- and oligoglycosides and ethoxylated analogs thereof,

products of the addition of 5 to 60 moles of ethylene oxide onto castoroil and hydrogenated castor oil,

products of the addition of ethylene oxide onto sorbitan fatty acidesters,

products of the addition of ethylene oxide onto fatty acidalkanolamides.

Examples of cationic surfactants suitable for use in the hair treatmentformulations according to the invention are, in particular, quaternaryammonium compounds. Preferred quaternary ammonium compounds are ammoniumhalides, such as alkyl trimethyl ammonium chlorides, dialkyl dimethylammonium chlorides and trialkyl methyl ammonium chlorides, for examplecetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride,distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride,lauryl dimethyl benzyl ammonium chloride and tricetyl methyl ammoniumchloride. Other cationic surfactants suitable for use in accordance withthe invention are the quaternized protein hydrolyzates.

Also suitable for use in accordance with the invention are cationicsilicone oils such as, for example, the commercially available productsQ2-7224 (manufacturer: Dow Coming; a stabilized trimethyl silylamodimethicone), Dow Corning 929 Emulsion (containing ahydroxylamino-modified silicone which is also known as amodimethicone),SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer:Wacker) and Abil®-Quat 3270 and 3272 (manufacturer: Th. Gold'schmidt;diquaternary polydimethyl siloxanes, quaternium-80).

Alkyl amidoamines, particularly fatty acid amidoamines, such as thestearyl amidopropyl dimethyl amine obtainable as Tego Amid®S 18, aredistinguished not only by their favorable conditioning effect, but alsoand in particular by their ready biodegradability.

Quaternary ester compounds, so-called “esterquats”, such as the methylhydroxyalkyl dialkoyloxyalkyl ammonium methosulfates marketed under thetrade name of Stepantex®, are also readily biodegradable.

One example of a quaternary sugar derivative suitable for use as acationic surfactant is the commercially available product Glucquat®100(CTFA name: Lauryl Methyl Gluceth-10 Hydroxypropyl Dimonium Chloride).

The compounds containing alkyl groups used as surfactants may be singlecompounds. In general, however, these compounds are produced from nativevegetable or animal raw materials so that mixtures with different alkylchain lengths dependent upon the particular raw material are obtained.

The surfactants representing addition products of ethylene and/orpropylene oxide with fatty alcohols or derivatives of these additionproducts may be both products with a “normal” homolog distribution andproducts with a narrow homolog distribution. Products with a “normal”homolog distribution are mixtures of homologs which are obtained in thereaction of fatty alcohol and alkylene oxide using alkali metals, alkalimetal hydroxides or alkali metal alcoholates as catalysts. By contrast,narrow homolog distributions are obtained when, for example,hydrotalcites, alkaline earth metal salts of ether carboxylic acids,alkaline earth metal oxides, hydroxides or alcoholates are used ascatalysts. The use of products with a narrow homolog distribution can beof advantage.

Other active substances, auxiliaries and additives are, for example,

nonionic polymers such as, for example, vinyl pyrrolidone/vinyl acrylatecopolymers, polyvinyl pyrrolidone and vinyl pyrrolidone/vinyl acetatecopolymers and polysiloxanes,

cationic polymers, such as quaternized cellulose ethers, polysiloxanescontaining quaternary groups, dimethyl diallyl ammonium chloridepolymers, acrylamide/dimethyl diallyl ammonium chloride copolymers,dimethyl aminoethyl methacrylate/vinyl pyrrolidone copolymersquaternized with diethyl sulfate, vinyl pyrrolidone/imidazoliniummethochloride copolymers and quaternized polyvinyl alcohol,

zwitterionic and amphoteric polymers such as, for example,acrylamido-propyl/trimethyl ammonium chloride/acrylate copolymers andoctyl acrylamide/methyl methacrylate/tert.butyl aminoethylmethacrylate/2-hydroxypropyl methacrylate copolymers,

anionic polymers such as, for example, polyacrylic acids, crosslinkedpolyacrylic acids, vinyl acetate/crotonic acid copolymers, vinylpyrrolidone/vinyl acrylate copolymers, vinyl acetate/butylmaleate/isobornyl acrylate copolymers, methyl vinyl ether/maleicanhydride copolymers and acrylic acid/ethyl acrylate/N-tert.butylacrylamide terpolymers,

thickeners, such as agar agar, guar gum, alginates, xanthan gum, gumarabic, karaya gum, locust bean gum, linseed gums, dextrans, cellulosederivatives, for example methyl cellulose, hydroxyalkyl cellulose andcarboxymethyl cellulose, starch fractions and derivatives, such asamylose, amylopectin and dextrins, clays such as, for example, bentoniteor fully synthetic hydrocolloids such as, for example, polyvinylalcohol,

structurants, such as glucose and maleic acid,

hair-conditioning compounds, such as phospholipids, for example soyalecithin, egg lecithin and kephalins, and also silicone oils,

protein hydrolyzates, more particularly elastin, collagen, keratin, milkprotein, soya protein and wheat protein hydrolyzates, condensationproducts thereof with fatty acids and quaternized protein hydrolyzates,

perfume oils, dimethyl isosorbide and cyclodextrins,

solubilizers, such as ethanol, isopropanol, ethylene glycol, propyleneglycol, glycerol and diethylene glycol,

antidandruff agents, such as Piroctone Olamine and Zinc Omadine,

other substances for adjusting the pH value,

active substances, such as panthenol, pantothenic acid, allantoin,pyrrolidone carboxylic acids and salts thereof, plant extracts andvitamins,

cholesterol,

UV filters,

consistency factors, such as sugar esters, polyol esters or polyol alkylethers,

fats and waxes, such as spermaceti, beeswax, montan wax, paraffins,fatty alcohols and fatty acid esters,

fatty acid alkanolamides,

complexing agents, such as EDTA, NTA and phosphonic acids,

swelling and penetration agents, such as glycerol, propylene glycolmonoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas andprimary, secondary and tertiary phosphates, imidazoles, tannins,pyrrole,

opacifiers, such as latex,

pearlizers, such as ethylene glycol mono- and distearate,

propellents, such as propane/butane mixtures, N₂O, dimethyl ether, CO₂and air and

antioxidants.

To produce the colorants according to the invention, the constituents ofthe water-containing carrier are used in the usual quantities for thispurpose. For example, emulsifiers are used in concentrations of 0.5 to30% by weight while thickeners are used in concentrations of 0.1 to 25%by weight, based on the colorant as a whole.

It can be of advantage to the coloring result to add ammonium or metalsalts to the colorants. Suitable metal salts are, for example, formates,carbonates, halides, sulfates, butyrates, valerates, caproates,acetates, lactates, glycolates, tartrates, citrates, gluconates,propionates, phosphates and phosphonates of alkali metals, such aspotassium, sodium or lithium, alkaline earth metals, such as magnesium,calcium, strontium or barium, or of aluminium, manganese, iron, cobalt,copper or zinc, sodium acetate, lithium bromide, calcium bromide,calcium gluconate, zinc chloride, zinc sulfate, magnesium chloride,magnesium sulfate, ammonium carbonate, chloride and acetate beingpreferred. These salts are preferably present in a quantity of 0.03 to65 mmol and more preferably in a quantity of 1 to 40 mmol, based on 100g of the colorant as a whole.

The pH value of the ready-to-use coloring compositions is normally inthe range from 2 to 12 and preferably in the range from 4 to 10.

The present invention also relates to the use of a combination ofaromatic aldehydes or ketones corresponding to formula I:

in which R¹, R², R³, R⁴, R⁵, Q and n are as defined above, and CH-activecompounds corresponding to formulae II and/or III:

in which R⁶, R⁷, R⁸, R⁹, X, Y, R¹⁰, R¹¹ and Z are as defined above,and/or reaction products of these compounds as a coloring component inoxidation hair colorants.

The present invention also relates to a process for coloringkeratin-containing fibers, more particularly human hair, in which acolorant containing a combination of aromatic aldehyde or ketonescorresponding to formula I:

in which R¹, R², R³, R⁴ ₁ R⁵, Q and n are as defined above, andCH-active compounds corresponding to formulae II and/or III:

in which R⁶, R⁷, R⁸, R⁹, X, Y, R¹⁰, R¹¹ and Z are as defined above, andtypical cosmetic ingredients is applied to the keratin-containingfibers, left thereon for a while, usually about 30 minutes, and thenrinsed out or washed out with a shampoo.

The aromatic aldehydes or ketones corresponding to formula I and theCH-active compounds corresponding to formula II and/or III may beapplied to the hair either simultaneously or successively; in the lattercase, it does not matter which of the two components is applied first.The ammonium or metal salts optionally present may be added to the firstcomponent or to the second component. A period of up to 30 minutes mayelapse between application of the first component and the secondcomponent. The fibers may also be pretreated with the salt solution.

The aromatic aldehydes or ketones corresponding to formula I and theCH-active compounds corresponding to formulae II and/or III may bestored either separately or together either in a liquid or paste-formpreparation (water-based or water-free) or as a dry powder. In the eventof separate storage, the components are thoroughly mixed together justbefore application. In the event of dry storage, a certain quantity ofwarm (30 to 80° C.) water is normally added and a homogeneous mixtureprepared before application.

EXAMPLES

Preparation of a Coloring Solution

Suspensions of 5 mmol of an aromatic aldehyde or ketone corresponding toformula I and 5 mmol of a CH-active compound corresponding to formula IIor III in 25 ml of water at 50° C. were prepared. After cooling to 30°C., the suspensions were mixed together, 5 mmol of sodium acetate,optionally 5 mmol of piperidine and one drop of a 20% fatty alkyl ethersulfate solution were added and the pH was adjusted accordingly withdilute NaOH or hydrochloric acid. Coloring was carried out at pH 6.00unless otherwise indicated.

Where reaction products of the compounds of formula I and compounds offormula II or III were used, 5 mmol of the reaction product wassuspended or dissolved in 50 ml of water.

A tress of 90% grey, non-pretreated human hair was placed in thiscoloring solution for 30 minutes at 30° C. The tress was then rinsed for30 seconds with luke-warm water, dried with warm air and then combedout.

The particular shades and depths of color are shown in the followingTables.

The depth of color was evaluated on the following scale:

− very faint, if any, color (+) weak intensity + medium intensity +(+)medium to strong intensity ++ strong intensity ++(+) strong to verystrong intensity +++ very strong intensity

TABLE 1 Aldehyde or ketone I Compound II or III Color Intensity4-Hydroxy-3- 1-Ethyl-2-methylnaphthol[1,2-d]- Brown-red ++(+)methoxycinnamaldehyde thiazolium-p-toluenesulfonate 4-Hydroxy-3-2,4,6-Trimethylpyrilium Orange- ++(+) methoxycinnamaldehydetetrafluroborate brown 4-Hydroy-3- 1-Dicyanomethyleneindane Orange ++(+)methoxycinnamaldehyde¹ 4-Hydroxy-3- 2H-1,4-Benzothiazine-3(4H)-oneOrange ++(+) methoxycinnamaldehyde¹ 4-Hydroxy-3-3-Ethyl-2-methylbenzoxazolium iodide Orange ++ methoxycinnamaldehyde(bright) 4-Hydroxy-3- 3-Ethyl-2-methylbenzoxazolium iodide Brown- ++methoxycinnamaldehyde¹ orange 4-Hydroxybenzaldehyde1-Ethyl-2-methylquinolinium iodide Gold-yellow ++ 4-Hydroxybenzaldehyde1-Ethyl-2-methylquinolinium iodide Gold-yellow ++ 4-Hydroxybenzaldehyde3-Ethyl-2-methylbenzothiazolium Bright ++(+) iodide orange-red4-Hydroxynaphthaldehyde 1-Ethyl-4-methylquinolinium iodide Brown- +yellow 4-Hydroxynaphthaldehyde 3-Ethyl-2-methylbenzo- Red violet +++thiazolium iodide 4-Hydroxynaphthaldehyde1-Ethyl-2-methylnaphtho[1,2-d]- Gray-green +(+)thiazolium-p-toluenesulfonate 4-Hydroxy-3- 1-Ethyl-2-methylquinoliniumOrange ++ methoxycinnamaldehyde iodide 4-Hydroxy-3-1-Ethyl-4-methylquinolinium Orange- ++ methoxycinnamaldehyde iodidebrown 4-Hydroxy-3- 3-Ethyl-2- Violet red +++ methoxycinamaldehydemethylbenzothiazolium iodide Vanillin 1-Ethyl-2-methylquinolinium Brown-+(+) iodide yellow Vanillin 1-Ethyl-4-methylquinolinium Orange- + iodideyellow Vanillin 3-Ethyl-2- Neutral red ++(+) methylbenzothiazoliumiodide Vanillin 1,2-Dimethylnaphtho[1,2-d]- Brown- ++thiazolium-p-toluenesulfonate orange ¹Coloring at pH 9.00 after additionof an equimolar quantity of piperidine as color intensifier

TABLE 2 Coloring with reaction products of compounds I and II4-Hydroxybenzaldehyde + 1,4-dimethyl pyridinium salt, deprotonatedReaction product Color Intensity pH 4-[1-Methyl-4-(1H)-pyridinylidene]-Orange-yellow +(+) 6.0 ethylidene-2,5-cyclohexadiene-1-one3-Ethyl-2-(4-hydroxystyryl)- Bright range ++ 6.0 benzothiazolium iodide

What is claimed is:
 1. A composition for coloring keratin-containingfibers comprising a mixture of, or a reaction product of, or both of:(A) at least one aromatic aldehyde or ketone corresponding to formula I:

wherein R¹ represents a hydrogen atom, a C₁₋₄ alkyl group or an arylgroup, wherein R², R³ and R⁴ independently of one another represent ahydrogen atom, a C₁₋₄ alkyl group, a halogen atom, a hydroxy group, aC₁₋₄ alkoxy group, or a nitro group, or two of the substituents R², R³or R⁴ together form a fused aromatic ring, wherein R⁵ represents ahydrogen atom, a C₁₋₄ alkyl group, a C₂₋₄ hydroxyalkyl group, a C₁₋₄alkenyl group or aryl group, or R⁵ together with the substituents R², R³or R⁴ forms a fused five- to seven-membered heterocyclic ring, or R⁵together with the oxygen atom to which it is attached forms an olategroup of which the negative charge is compensated by an alkali metal orammonium ion, and wherein n is 0, 1, or 2; and (B) one or more CH-activecompounds corresponding to formula II, formula III, or mixtures thereof:

wherein R⁶ represents a C₁₋₁₀ alkyl group, a C₂₋₄ alkenyl group, a C₂₄hydroxyalkyl group, a C₂₋₄ carboxyalkyl group, a C₂₋₄ sulfoalkyl groupor an aralkyl group, wherein R⁷ and R⁸ independently of one anotherrepresent a hydrogen atom, a C₁₋₄ alkyl group, a halogen atom, a hydroxygroup, a C₁₋₄ alkoxy group or a nitro group, or R⁷ and R⁸ together forma fused aromatic ring, wherein R⁹ represents a hydrogen atom, a C₁₋₄alkyl group or an aryl group, wherein X is an oxygen atom, a sulfuratom, a >N—R¹² group or —CH═CH— group, where R¹² is a C₁₋₄ alkyl group,a C₂₋₄ carboxyalkyl group, a C₂₋₄ sulfoalkyl group, a C₂₋₄ sulfoxyalkylgroup, a C₂₋₄ hydroxyalkyl group or an aralkyl group, wherein Y⁻represents an anion selected from a halide, a C₁₋₄ alkyl sulfate, a C₁₋₄alkane sulfonate, an arene sulfonate, a C₁₋₄ perfluoroalkanesulfonate, atetrafluoroborate, a perhalogenate, a sulfate, a hydrogen sulfate or acarboxylate, wherein R¹⁰ represents a C₁₋₄ acyl group, an aroyl group, aC₁₋₄ alkylsulfonyl group, a C₁₋₄ alkylsulfinyl group, a C₁₋₄ alkylaminogroup, a di-C₁₋₄-alkylamino group, a vinylcarbonyl group, a methineiminogroup, a nitrile group, an ester or a carboxylic acid amide group, thecarboxylic acid amide group being optionally substituted by one or moreC₁₋₄ alkyl, C₂₋₄ hydroxyalkyl or aryl groups, wherein R¹¹ represents aC₁₋₄ acyl group, a C₁₋₄ alkoxy group, a C₁₋₄ alkylamino group, a C₁₋₄acylamino group or a di-C₁₋₄- alkylamino group, or wherein thesubstituents R¹⁰ and R¹¹ together with the rest of the molecule form a5-, 6- or 7-membered heterocycle selected from a thiazolidine-2,5-dione,a thiazolidine-2-thione-5-one, a perhydropyrimidine-2,4,6-trione, aperhydropyrimidine-2-thione-4,6-dione, a cyclopentane-1,3-dione, acyclohexane-1,3-dione, an indane-1,3-dione, a 2-pyrazoline-5-one,1,2-dihydro-6-hydroxy-2-hydroxypyridine, benzothiazine-3-one, or an enolester derivative of the 5- to 7-membered heterocycle, and wherein Zrepresents oxygen, sulfur or a dicyanomethylene group.
 2. Thecomposition of claim 1 wherein the aromatic aldehyde or ketone offormula I comprises a compound selected from salicylaldehyde,3-hydroxybenzaldehyde, 4-hydroxybenzaldehyde, o-anisaldehyde,m-anisaldehyde, p-anisaldehyde, 4-hydroxy-3-methylbenzaldehyde,2-hydroxy-3-methylbenzaldehyde, 2-hydroxy-5-methylbenzaldehyde,2-hydroxy-4-methylbenzaldehyde, 2,3-dihydroxybenzaldehyde,2,5-dihydroxybenzaldehyde, 3,4-dihydroxybenzaldehyde,2,4-dihydroxybenzaldehyde, 3,5-dihydroxybenzaldehyde,2,3-dihydrobenzo[b]furan-5-carboxaldehyde, piperonal,4-ethoxybenzaldehyde, 3,5-dimethyl-4-hydroxybenzaldehyde, vanillin,isovanillin, 2,3,4-trihydroxybenzaldehyde, 2,4,5-trihydroxybenzaldehyde,2,4,6-trihydroxybenzaldehyde, 3,4,5-trihydroxybenzaldehyde,3-chloro-4-hydroxybenzaldehyde, 2,4-dimethoxybenzaldehyde,2,5-dimethoxybenzaldehyde, 2,6-dimethoxybenzaldehyde,3,4-dimethoxybenzaldehyde, 3,4-dihydroxy-5-methoxybenzaldehyde,2-hydroxy-1-naphthaldehyde, 4-hydroxy-1-naphthaldehyde,1-hydroxy-2-naphthaldehyde, 2-methoxy-1-naphthaldehyde,4-methoxy-1-naphthaldehyde, 2-hydroxyacetophenone,4-hydroxyacetophenone, 2,4-dihydroxyacetophenone,2-hydroxycinnamaldehyde, 4-hydroxycinnamaldehyde,2,4-dihydroxycinnamaldehyde, 4-hydroxybenzylidene acetone,4-hydroxy-3-methoxybenzylidene acetone,4-hydroxy-3-methoxycinnamaldehyde,3,5-dimethoxy-4-hydroxycinnamaldehyde, 4-hydroxycinnamylideneacetaldehyde or 4-methoxycinnamylidene acetaldehyde, or mixturesthereof.
 3. The composition of claim 1, wherein the compositioncomprises a compound corresponding to formula II selected from a salt of1,4-dimethylquinolinium, 1,2-dimethylquinolinium,1,4-dimethylpyridinium, 1,2-dimethylpyridinium, 2,4,6-trimethylpyrilium,2-methyl-1-ethylquinolinium, 2,3-dimethylisoquinolinium,1,2,3,3-tetramethyl-3H-indolinium, 2,3-dimethylbenzothiazolium,2,3-dimethyl-6-nitrobenzothiazolium, 3benzyl-2-benzothiazolium,2-methyl-3-propyl benzothiazolium, 2,4-dimethyl-3-ethylthiazolium,3-(2-carboxyethyl)-2,5-dimethylbenzothiazolium,1,2,3-trimethylbenzimidazolium, 5,6-dichloro-1,3-diethyl-2-methylbenzimidazolium, 3-ethyl-2-methylbenzothiazolium,3-ethyl-2-methylnaphtho[1,2-d]thiazolium,5-chloro-3-ethyl-2-methylbenzothiazolium or 3-ethyl-2-methylbenzoxazolium, or 2-methyl-3-(3-sulfopropyl)-benzothiazolium hydroxideor an inner salt thereof, or5-methoxy-2-methyl-3-3-sulfopropyl)-benzothiazolium hydroxide or aninner salt thereof, or mixtures of any of the foregoing compoundscorresponding to formula II.
 4. The composition of claim 3 wherein Y⁻ ofthe salt comprises one or more chlorides, bromides, iodides,methanesulfonates, benzenesulfonates, p-toluenesulfonates,trifluoromethane sulfonates, methyl sulfates or tetrafluoroborates, ormixtures thereof.
 5. The composition of claim 1, wherein the compositioncomprises a compound corresponding to formula III selected fromrhodanine, rhodanine-3-acetic acid, barbituric acid, thiobarbituricacid, 1,3-dimethyl thiobarbituric acid, 1,3-diethyl thiobarbituric acid,oxindole, 3-indoxyl acetate, coumaranone, 1-methyl-3-phenylpyrazolinone,indane-1,3-dione, cyclopentane-1,3-dione,1,2-dihydro-1-ethyl-6-hydroxy-4-methyl-2-oxo-3-pyridinecarbonitrile,1-dicyanomethyleneindane or 1-dicyanomethylene-indane-3-one, or mixturesthereof.
 6. The composition of claim 1 wherein the composition comprisesa reaction product of the aromatic aldehyde or ketone of formula I andthe CH-active compound.
 7. The composition of claim 6 wherein thereaction product is selected from4-[(1-methyl-4(1H)-pyridinylidene)-ethylidene]-2,5-cyclohexadiene-1-one,4(4-hydroxystyryl)-1-pyridinium-3-propyl sulfonate,2-(4-hydroxystyryl)-1methylpyridinium iodide,4-(4-methoxystyryl)-1-methylpyridinium iodide,2-(4-methoxystyryl)-1-methylpyridinium iodide,1-ethyl-2-(4-hydroxystyryl)-pyridin iodide,1-methyl-4-(3,4-methylenedioxystyryl)-pyridinium iodide,2-(4-ethoxystyryl)-1-methylpyridinium iodide,1-ethyl-2-(4-methoxystyryl)-pyridinium iodide,1-methyl-2-(4-hydroxy-3-methoxystyryl)-pyridinium iodide,1-ethyl-2-(3,4-methylenedioxystyryl)-pyridinium iodide,1-ethyl-4-(3,4-methylenedioxystyryl)-quinolinium iodide,4-(3,4-dimethylstyryl)-1-methylquinolinium iodide,1-ethyl-4(4-hydroxystyryl)-quinolinium iodide or1-ethyl-2-(4-hydroxystyryl)-quinolinium iodide, or mixtures thereof. 8.The composition of claim 1, wherein the aromatic aldehyde or ketonecorresponding to formula I and the compound of formula II or formula IIIare each present in the composition in an amount of 0.03 mmol to 65mmol, based on 100 grams of the composition as a whole.
 9. Thecomposition of claim 8, wherein the aromatic aldehyde or ketonecorresponding to formula I and the compound of formula II or formula IIIare each present in the composition in an amount of 1 mmol to 40 mmol,based on 100 grams of the composition as a whole.
 10. The composition ofclaim 1 , further comprising one or more color intensifiers selectedfrom piperidine, piperidine-2-carboxylic acid, piperidine-3-carboxylicacid, piperidine-4-carboxylic acid, pyridine, 2-hydroxypyridine,3-hydroxypyridine, 4-hydroxypyridine, imidazole, 1-methyl imidazole,histidine, pyrrolidine, proline, pyrrolidone, pyrrolidone-5carboxylicacid, pyrazole, 1,2,4-triazole or piperazidine, or mixtures thereof. 11.The composition of claim 1 further comprising from 0.01 weight percentto 20 weight percent, based on the total weight of the composition, ofone or more substantive dyes selected from nitrophenylenediamines,nitroaminophenols, anthraquinones or indophenols, or combinationsthereof.
 12. The composition of claim 1 further comprising one or moreammonium or metal salts selected from formates, carbonates, halides,sulfates, butyrates, valerates, caproates, acetates, lactates,glycolates, tartrates, citrates, gluconates, propionates, phosphates orphosphonates, or combinations thereof.
 13. The composition of claim 12wherein the cationic component of the ammonium or metal salts comprisesone or more ammonium, alkali metal, alkaline earth metal, aluminum,manganese, iron, cobalt, copper or zinc ions, or mixtures thereof. 14.The composition of claim 1 further comprising one or more oxidizingagents.
 15. The composition of claim 14 wherein the oxidizing agentscomprise H₂O₂.
 16. The composition of claim 15 wherein the H₂O₂ ispresent in an amount of from 0.01 weight percent to 6 weight percent,based on the total weight of the composition.
 17. The composition ofclaim 1, further comprising one or more anionic, zwitterionic ornonionic surfactants, or combinations thereof.
 18. A method for coloringkeratin-containing fibers comprising applying to keratin containingfibers (a) at least one aromatic aldehyde or ketone corresponding toformula I:

wherein R¹ represents a hydrogen atom, a C₁₋₄ alkyl group or an arylgroup, wherein R², R³ and R⁴ independently of one another represent ahydrogen atom, a C₁₋₄ alkyl group, a halogen atom, a hydroxy group, aC₁₋₄ alkoxy group, or a nitro group, or two of the substituents R², R³or R⁴ together form a fused aromatic ring, wherein R⁵ represents ahydrogen atom, a C₁₋₄ alkyl group, a C₂₋₄ hydroxyalkyl group, a C₁₋₄alkenyl group or aryl group, or R⁵ together with the substituents R², R³or R⁴ forms a fused five- to seven-membered heterocyclic ring, or R⁵together with the oxygen atom to which it is attached forms an olategroup of which the negative charge is compensated by an alkali metal orammonium ion, and wherein n is 0, 1, or 2; and (b) one or more CH-activecompounds corresponding to formula II, formula III or mixtures thereof:

wherein R⁶ represents a C₁₋₁₀ alkyl group, a C₂₋₄ alkenyl group, a C₂₋₄hydroxyalkyl group, a C₂₋₄ carboxyalkyl group, a C₂₋₄ sulfoalkyl groupor an aralkyl group, wherein R⁷ and R⁸ independently of one anotherrepresent a hydrogen atom, a C₁₋₄ alkyl group, a halogen atom, a hydroxygroup, a C₁₋₄ alkoxy group or a nitro group, or R⁷ and R⁸ together forma fused aromatic ring, wherein R⁹ represents a hydrogen atom, a C₁₋₄alkyl group or an aryl group, wherein X is an oxygen atom, a sulfuratom, a >N—R¹² group or —CH═CH— group, where R¹² is a C₁₋₄ alkyl group,a C₂₋₄ carboxyalkyl group, a C₂₋₄ sulfoalkyl group, a C₂₋₄ sulfoxyalkylgroup, a C₂₋₄ hydroxyalkyl group or an aralkyl group, wherein Y⁻represents an anion selected from a halide, a C₁₋₄ alkyl sulfate, a C₁₋₄alkane sulfonate, an arene sulfonate, a C₁₋₄ perfluoroalkanesulfonate, atetrafluoroborate, a perhalogenate, a sulfate, a hydrogen sulfate or acarboxylate, wherein R¹⁰ represents a C₁₋₄ acyl group, an aroyl group, aC₁₋₄ alkylsulfonyl group, a C₁₋₄ alkylsulfinyl group, a C₁₋₄ alkylaminogroup, a di-C₁₋₄-alkylamino group, a vinylcarbonyl group, a methineiminogroup, a nitrile group, an ester or a carboxylic acid amide group, thecarboxylic acid amide group being optionally substituted by one or moreC₁₋₄ alkyl, C₂₋₄ hydroxyalkyl or aryl groups, wherein R¹¹ represents aC₁₋₄ acyl group, a C₁₋₄ alkoxy group, a C₁₋₄ alkylamino group, a C₁₋₄acylamino group or a di-C₁₋₄-alkylamino group, or wherein thesubstituents R¹⁰ and R¹¹ together with the rest of the molecule form a5-, 6- or 7-membered heterocycle selected from a thiazolidine-2,5-dione,a thiazolidine-2-thione-5-one, a perhydropyrimidine-2,4,6-trione, aperhydropyrimidine-2-thione-4,6-dione, a cyclopentane-1,3-dione, acyclohexane-1,3-dione, an indane-1,3-dione, a 2-pyrazoline-5-one,1,2-dihydro-6-hydroxy-2-hydroxypyridine, benzothiazine-3-one, or an enolester derivative of the 5- to 7-membered heterocycle, and wherein Zrepresents oxygen, sulfur or a dicyanomethylene group.
 19. The method ofclaim 18 wherein the aromatic aldehyde or ketone of formula I and theCH-active compound are applied simultaneously or successively in anyorder to the keratin-containing fibers.
 20. The method of claim 18wherein the aromatic aldehyde or ketone and the CH-active compound areformulated into a coloring composition prior to the applying step. 21.The method of claim 20 wherein the coloring composition comprises areaction product of the aromatic aldehyde or ketone and the CH-activecompound.
 22. The method of claim 18 wherein the keratin-containingfiber is hair, and following the applying step, the aromatic aldehyde orketone and the CH-active compound are washed out with a shampoo orrinsed out from the hair after a contact time of about 30 minutes.